HEPOXILINS-B-3 - SYNTHESIS OF ALL 4 STEREOISOMERS AND A GLUTATHIONE ADDUCT

被引：10

作者：

BELOSLUDTSEV, YY

KOLLAH, RO

FALCK, JR

CAPDEVILA, JH

机构：

[1] UNIV TEXAS,SW MED CTR,DEPT MOLEC GENET,DALLAS,TX 75235

[2] UNIV TEXAS,SW MED CTR,DEPT PHARMACOL,DALLAS,TX 75235

[3] VANDERBILT UNIV,SCH MED,DEPT MED,NASHVILLE,TN 37205

[4] VANDERBILT UNIV,SCH MED,DEPT BIOCHEM,NASHVILLE,TN 37205

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 30期

关键词：

EICOSANOID; (-)QUINIC ACID; EPOXY-ALCOHOL; WITTIG; OXIRANYL-CARBINOL;

D O I：

10.1016/S0040-4039(00)73491-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Utilizing (-)-quinic acid as a differentiated bis-aldehyde chiron, both pairs of hepoxilin B-3 enantiomers and a glutathione adduct were synthesized by regiospecific functionalization of an acyclic vic-diol.

引用

页码：5327 / 5330

页数：4

共 24 条

[21] NOVEL GLUTATHIONE CONJUGATES FORMED FROM EPOXYEICOSATRIENOIC ACIDS (EETS) [J].

SPEARMAN, ME ;

PROUGH, RA ;

ESTABROOK, RW ;

FALCK, JR ;

MANNA, S ;

LEIBMAN, KC ;

MURPHY, RC ;

CAPDEVILA, J .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1985, 242 (01) :225-230

[22] SYNTHETIC STUDY OF HEPOXILINS .3. SYNTHESIS, PROPERTIES, AND IDENTIFICATION OF EPIMERIC HEPOXILINS (-)-(10R)-B3 AND (+)-(10S)-B3 [J].

VASILJEVA, LL ;

MANUKINA, TA ;

DEMIN, PM ;

LAPITSKAJA, MA ;

PIVNITSKY, KK .

TETRAHEDRON, 1993, 49 (19) :4099-4106

[23] IDENTIFICATION OF AN EPOXY-HYDROXY ACID AS A PRODUCT FROM THE INCUBATION OF ARACHIDONIC-ACID WITH WASHED BLOOD-PLATELETS [J].

WALKER, IC ;

JONES, RL ;

WILSON, NH .

PROSTAGLANDINS, 1979, 18 (02) :173-178

[24] A CONCISE SYNTHESIS OF THE METHYL-ESTERS OF (10S)-HEPOXILIN-B3 AND (10S)-TRIOXILIN-B3 [J].

WU, WL ;

WU, YL .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (10) :2760-2762

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